PlantaeDB Logo
Login Sign-up

(1S,2R,7R,9S,11R,14S,15S)-14-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,12(16)-dien-3-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 4d3258ae-29a0-4a97-ac81-9375030a8d39
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name (1S,2R,7R,9S,11R,14S,15S)-14-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,12(16)-dien-3-one
SMILES (Canonical) CC(C1CC2(C(O2)(C(O1)O)C)C)C3(C(CC4=C3CCC5C4CC6C7(C5(C(=O)C=CC7)C)O6)O)C
SMILES (Isomeric) C[C@H]([C@@H]1C[C@]2([C@](O2)([C@@H](O1)O)C)C)[C@@]3([C@H](CC4=C3CC[C@H]5[C@H]4C[C@H]6[C@@]7([C@@]5(C(=O)C=CC7)C)O6)O)C
InChI InChI=1S/C28H38O6/c1-14(19-13-24(2)27(5,34-24)23(31)32-19)25(3)17-8-9-18-16(15(17)11-21(25)30)12-22-28(33-22)10-6-7-20(29)26(18,28)4/h6-7,14,16,18-19,21-23,30-31H,8-13H2,1-5H3/t14-,16+,18+,19+,21+,22+,23-,24+,25+,26+,27-,28+/m1/s1
InChI Key LQUZNDLGEHXVQV-SUCSVMMUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 91.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,7R,9S,11R,14S,15S)-14-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2,15-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,12(16)-dien-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9670 96.70%
Caco-2 - 0.6449 64.49%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6690 66.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8350 83.50%
OATP1B3 inhibitior + 0.9773 97.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.5884 58.84%
P-glycoprotein substrate + 0.5834 58.34%
CYP3A4 substrate + 0.7049 70.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.8767 87.67%
CYP2C9 inhibition - 0.8980 89.80%
CYP2C19 inhibition - 0.9178 91.78%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.6297 62.97%
CYP2C8 inhibition + 0.6122 61.22%
CYP inhibitory promiscuity - 0.9605 96.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4678 46.78%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9534 95.34%
Skin irritation + 0.6064 60.64%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3692 36.92%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5685 56.85%
skin sensitisation - 0.8121 81.21%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7364 73.64%
Acute Oral Toxicity (c) I 0.3072 30.72%
Estrogen receptor binding + 0.8315 83.15%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding + 0.6698 66.98%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.7729 77.29%
PPAR gamma + 0.6210 62.10%
Honey bee toxicity - 0.7521 75.21%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9680 96.80%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.19% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.67% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.71% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.04% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 89.82% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.31% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.00% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.65% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 87.51% 95.93%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.99% 85.11%
CHEMBL4208 P20618 Proteasome component C5 85.17% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.13% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.63% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.33% 96.77%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Salpichroa origanifolia

Cross-Links

Top
PubChem 163193068
LOTUS LTS0008545
wikiData Q105155866